JP4988145B2 - ポリアルキルピペリジン類、ポリアルキルピペラジノン類及びポリアルキルモルフォリノン類に基づく多官能価のアルコキシアミン類、及び重合調節剤／開始剤としてのそれらの使用 - Google Patents

ポリアルキルピペリジン類、ポリアルキルピペラジノン類及びポリアルキルモルフォリノン類に基づく多官能価のアルコキシアミン類、及び重合調節剤／開始剤としてのそれらの使用 Download PDF

Info

Publication number: JP4988145B2
Authority: JP; Japan
Prior art keywords: group; carbon atoms; alkyl; hydrogen atom; compound
Prior art date: 2001-07-05
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

JP2003510639A

Other languages

English (en)

Japanese (ja)

Other versions

JP2005502622A (ja

JP2005502622A5 (fr

Inventor

クレイマー，アンドレアス

ミューレバッハ，アンドレアス

ネスバドバ，ペーター

ジンク，マリー−オディ−ル

ヒンテルマン，トビアス

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF Schweiz AG

Original Assignee

Ciba Holding AG

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2001-07-05

Filing date

2002-06-27

Publication date

2012-08-01

2002-06-27 Application filed by Ciba Holding AG filed Critical Ciba Holding AG

2005-01-27 Publication of JP2005502622A publication Critical patent/JP2005502622A/ja

2006-01-05 Publication of JP2005502622A5 publication Critical patent/JP2005502622A5/ja

2012-08-01 Application granted granted Critical

2012-08-01 Publication of JP4988145B2 publication Critical patent/JP4988145B2/ja

2022-06-27 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000006116 polymerization reaction Methods 0.000 title claims description 39
239000003999 initiator Substances 0.000 title claims description 12
125000005262 alkoxyamine group Chemical group 0.000 title description 12
125000004432 carbon atom Chemical group C* 0.000 claims description 146
125000000217 alkyl group Chemical group 0.000 claims description 97
150000001875 compounds Chemical class 0.000 claims description 72
-1 Here Chemical class 0.000 claims description 67
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 50
239000000178 monomer Substances 0.000 claims description 45
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 36
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
229920000642 polymer Polymers 0.000 claims description 21
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 19
238000000034 method Methods 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 18
125000004430 oxygen atom Chemical group O* 0.000 claims description 16
229920005862 polyol Polymers 0.000 claims description 16
125000003545 alkoxy group Chemical group 0.000 claims description 15
238000006243 chemical reaction Methods 0.000 claims description 15
229910052799 carbon Inorganic materials 0.000 claims description 11
229920001577 copolymer Polymers 0.000 claims description 11
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
239000011541 reaction mixture Substances 0.000 claims description 11
150000003077 polyols Chemical class 0.000 claims description 10
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
238000004519 manufacturing process Methods 0.000 claims description 9
125000003277 amino group Chemical group 0.000 claims description 8
125000005843 halogen group Chemical group 0.000 claims description 8
230000008569 process Effects 0.000 claims description 8
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
125000003282 alkyl amino group Chemical group 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
229920000768 polyamine Polymers 0.000 claims description 6
UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 5
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
229910052760 oxygen Inorganic materials 0.000 claims description 5
230000009467 reduction Effects 0.000 claims description 5
238000005406 washing Methods 0.000 claims description 5
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 4
HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 4
125000001931 aliphatic group Chemical group 0.000 claims description 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 claims description 4
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 4
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 4
239000001301 oxygen Substances 0.000 claims description 4
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
125000004434 sulfur atom Chemical group 0.000 claims description 4
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 3
239000004386 Erythritol Substances 0.000 claims description 3
UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 3
235000019414 erythritol Nutrition 0.000 claims description 3
229940009714 erythritol Drugs 0.000 claims description 3
235000011187 glycerol Nutrition 0.000 claims description 3
230000000379 polymerizing effect Effects 0.000 claims description 3
238000010526 radical polymerization reaction Methods 0.000 claims description 3
239000000600 sorbitol Substances 0.000 claims description 3
125000001424 substituent group Chemical group 0.000 claims description 3
OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 2
HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 claims description 2
FBPFZTCFMRRESA-ZXXMMSQZSA-N D-iditol Chemical compound OC[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-ZXXMMSQZSA-N 0.000 claims description 2
UNXHWFMMPAWVPI-QWWZWVQMSA-N D-threitol Chemical compound OC[C@@H](O)[C@H](O)CO UNXHWFMMPAWVPI-QWWZWVQMSA-N 0.000 claims description 2
SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 2
229930195725 Mannitol Natural products 0.000 claims description 2
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 2
150000003926 acrylamides Chemical class 0.000 claims description 2
125000005396 acrylic acid ester group Chemical group 0.000 claims description 2
150000008360 acrylonitriles Chemical class 0.000 claims description 2
150000001336 alkenes Chemical class 0.000 claims description 2
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
239000011260 aqueous acid Substances 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims description 2
VKONPUDBRVKQLM-UHFFFAOYSA-N cyclohexane-1,4-diol Chemical compound OC1CCC(O)CC1 VKONPUDBRVKQLM-UHFFFAOYSA-N 0.000 claims description 2
150000001993 dienes Chemical class 0.000 claims description 2
FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 claims description 2
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
230000000977 initiatory effect Effects 0.000 claims description 2
CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 2
229960000367 inositol Drugs 0.000 claims description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
239000000594 mannitol Substances 0.000 claims description 2
235000010355 mannitol Nutrition 0.000 claims description 2
229910052751 metal Inorganic materials 0.000 claims description 2
239000002184 metal Substances 0.000 claims description 2
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
150000007524 organic acids Chemical class 0.000 claims description 2
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical class C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 claims description 2
CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 2
150000003440 styrenes Chemical class 0.000 claims description 2
150000005846 sugar alcohols Polymers 0.000 claims description 2
229910052723 transition metal Inorganic materials 0.000 claims description 2
150000003624 transition metals Chemical class 0.000 claims description 2
229920002554 vinyl polymer Polymers 0.000 claims description 2
239000000811 xylitol Substances 0.000 claims description 2
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 2
235000010447 xylitol Nutrition 0.000 claims description 2
229960002675 xylitol Drugs 0.000 claims description 2
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims 1
150000003623 transition metal compounds Chemical class 0.000 claims 1
239000000052 vinegar Substances 0.000 claims 1
235000021419 vinegar Nutrition 0.000 claims 1
229910052757 nitrogen Inorganic materials 0.000 description 28
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 21
229910052739 hydrogen Inorganic materials 0.000 description 18
239000000843 powder Substances 0.000 description 17
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 16
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 13
239000002253 acid Substances 0.000 description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
229920005989 resin Polymers 0.000 description 10
239000011347 resin Substances 0.000 description 10
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
125000003342 alkenyl group Chemical group 0.000 description 9
125000003118 aryl group Chemical group 0.000 description 9
238000000921 elemental analysis Methods 0.000 description 9
238000005227 gel permeation chromatography Methods 0.000 description 9
239000007788 liquid Substances 0.000 description 9
125000001624 naphthyl group Chemical group 0.000 description 9
239000007787 solid Substances 0.000 description 9
150000001298 alcohols Chemical class 0.000 description 8
229910052786 argon Inorganic materials 0.000 description 8
229920001400 block copolymer Polymers 0.000 description 8
239000002904 solvent Substances 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 7
239000000243 solution Substances 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
239000011248 coating agent Substances 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
239000000047 product Substances 0.000 description 6
IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 5
125000004453 alkoxycarbonyl group Chemical group 0.000 description 5
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
238000000576 coating method Methods 0.000 description 5
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 5
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
239000000463 material Substances 0.000 description 5
125000003884 phenylalkyl group Chemical group 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
UHNRLQRZRNKOKU-UHFFFAOYSA-N CCN(CC1=NC2=C(N1)C1=CC=C(C=C1N=C2N)C1=NNC=C1)C(C)=O Chemical compound CCN(CC1=NC2=C(N1)C1=CC=C(C=C1N=C2N)C1=NNC=C1)C(C)=O UHNRLQRZRNKOKU-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
150000001252 acrylic acid derivatives Chemical class 0.000 description 4
125000002252 acyl group Chemical group 0.000 description 4
239000006184 cosolvent Substances 0.000 description 4
125000000753 cycloalkyl group Chemical group 0.000 description 4
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 4
239000002270 dispersing agent Substances 0.000 description 4
150000002334 glycols Chemical class 0.000 description 4
WFOVEDJTASPCIR-UHFFFAOYSA-N 3-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)methylamino]-n-[[2-(trifluoromethyl)phenyl]methyl]benzamide Chemical compound N=1N=C(C=2C=CN=CC=2)N(C)C=1CNC(C=1)=CC=CC=1C(=O)NCC1=CC=CC=C1C(F)(F)F WFOVEDJTASPCIR-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
239000000853 adhesive Substances 0.000 description 3
230000001070 adhesive effect Effects 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
150000001414 amino alcohols Chemical class 0.000 description 3
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
125000000392 cycloalkenyl group Chemical group 0.000 description 3
150000002009 diols Chemical class 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
125000000524 functional group Chemical group 0.000 description 3
229920002521 macromolecule Polymers 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical class O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
229920001223 polyethylene glycol Polymers 0.000 description 3
239000012262 resinous product Substances 0.000 description 3
229920006395 saturated elastomer Polymers 0.000 description 3
238000003756 stirring Methods 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 description 2
OBNPDQQJYLNJPU-UHFFFAOYSA-N 2-(2-bromopropanoyloxy)ethyl 2-bromopropanoate Chemical compound CC(Br)C(=O)OCCOC(=O)C(C)Br OBNPDQQJYLNJPU-UHFFFAOYSA-N 0.000 description 2
MONMFXREYOKQTI-UHFFFAOYSA-M 2-bromopropanoate Chemical compound CC(Br)C([O-])=O MONMFXREYOKQTI-UHFFFAOYSA-M 0.000 description 2
125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 2
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 2
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
XCZKKZXWDBOGPA-UHFFFAOYSA-N 2-phenylbenzene-1,4-diol Chemical compound OC1=CC=C(O)C(C=2C=CC=CC=2)=C1 XCZKKZXWDBOGPA-UHFFFAOYSA-N 0.000 description 2
URFNSYWAGGETFK-UHFFFAOYSA-N 4,4'-Dihydroxybibenzyl Chemical compound C1=CC(O)=CC=C1CCC1=CC=C(O)C=C1 URFNSYWAGGETFK-UHFFFAOYSA-N 0.000 description 2
CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 description 2
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229930185605 Bisphenol Natural products 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
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238000012512 characterization method Methods 0.000 description 1
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239000012459 cleaning agent Substances 0.000 description 1
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239000008139 complexing agent Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000000412 dendrimer Substances 0.000 description 1
229920000736 dendritic polymer Polymers 0.000 description 1
238000003795 desorption Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
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230000000694 effects Effects 0.000 description 1
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239000003995 emulsifying agent Substances 0.000 description 1
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239000012467 final product Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
230000004907 flux Effects 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000002395 hexacarboxylic acids Chemical class 0.000 description 1
MNWFXJYAOYHMED-UHFFFAOYSA-N hexane carboxylic acid Natural products CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
238000000265 homogenisation Methods 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
230000006872 improvement Effects 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
238000012690 ionic polymerization Methods 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000010985 leather Substances 0.000 description 1
125000005647 linker group Chemical group 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
229920005623 miscible polymer blend Polymers 0.000 description 1
230000000051 modifying effect Effects 0.000 description 1
TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 1
YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 description 1
125000004957 naphthylene group Chemical group 0.000 description 1
MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical class C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
210000002741 palatine tonsil Anatomy 0.000 description 1
239000000123 paper Substances 0.000 description 1
230000000149 penetrating effect Effects 0.000 description 1
229960003330 pentetic acid Drugs 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
229960001553 phloroglucinol Drugs 0.000 description 1
125000004437 phosphorous atom Chemical group 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920005553 polystyrene-acrylate Polymers 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
150000003235 pyrrolidines Chemical class 0.000 description 1
239000007870 radical polymerization initiator Substances 0.000 description 1
229920005604 random copolymer Polymers 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000011734 sodium Substances 0.000 description 1
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
238000000527 sonication Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000003860 storage Methods 0.000 description 1
125000005415 substituted alkoxy group Chemical group 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
150000000000 tetracarboxylic acids Chemical class 0.000 description 1
HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 1
239000004753 textile Substances 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
150000003628 tricarboxylic acids Chemical class 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
150000004072 triols Chemical class 0.000 description 1
JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Polymerization Catalysts (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Hydrogenated Pyridines (AREA)

JP2003510639A 2001-07-05 2002-06-27 ポリアルキルピペリジン類、ポリアルキルピペラジノン類及びポリアルキルモルフォリノン類に基づく多官能価のアルコキシアミン類、及び重合調節剤／開始剤としてのそれらの使用 Expired - Fee Related JP4988145B2 (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP01810664		2001-07-05
EP01810664.1		2001-07-05
PCT/EP2002/007131 WO2003004471A1 (fr)	2001-07-05	2002-06-27	Alcoxyamines multifonctionnelles basees sur des polyalkylpiperidines, des polyalkylpiperazinones et des polyalkylmorpholinones et leur utilisation comme regulateurs/initiateurs de la polymerisation

Publications (3)

Publication Number	Publication Date
JP2005502622A JP2005502622A (ja)	2005-01-27
JP2005502622A5 JP2005502622A5 (fr)	2006-01-05
JP4988145B2 true JP4988145B2 (ja)	2012-08-01

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JP2003510639A Expired - Fee Related JP4988145B2 (ja)	2001-07-05	2002-06-27	ポリアルキルピペリジン類、ポリアルキルピペラジノン類及びポリアルキルモルフォリノン類に基づく多官能価のアルコキシアミン類、及び重合調節剤／開始剤としてのそれらの使用

Country Status (9)

Country	Link
US (1)	US6936670B2 (fr)
EP (1)	EP1417171B1 (fr)
JP (1)	JP4988145B2 (fr)
KR (2)	KR20090010255A (fr)
CN (1)	CN1255383C (fr)
CA (1)	CA2450232A1 (fr)
DE (1)	DE60223689T2 (fr)
MX (1)	MXPA03011833A (fr)
WO (1)	WO2003004471A1 (fr)

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EP1581260B1 (fr)	2002-12-31	2014-09-17	Nektar Therapeutics	Reactifs polymeres comprenant une cetone ou un groupe fonctionnel apparente
PL1694790T3 (pl) *	2003-12-10	2008-01-31	Basf Se	Kompozycje powłokowe zawierające środki wyrównujące wytworzone poprzez polimeryzację prowadzoną z udziałem rodników nitroksylowych
CN100586963C (zh) *	2004-05-27	2010-02-03	西巴特殊化学品控股有限公司	含有一个自由基聚合基团的烷氧基胺
JP5225689B2 (ja)	2005-01-11	2013-07-03	チバホールディングインコーポレーテッド	制御されたフリーラジカル重合プロセスにより製造したホモ及びコポリマーの後変性プロセス
KR101365954B1 (ko) *	2005-10-26	2014-02-21	시바 홀딩 인크	불포화 그룹을 함유하는 신규한 알콕시아민
US7411053B2 (en) *	2006-05-25	2008-08-12	Harruna Issifu I	Ligand-functionalized/azo compounds and methods of use thereof
CA2748912C (fr)	2009-01-08	2014-02-25	Basf Se	Initiateur de polymerisation
EP2552971B1 (fr)	2010-03-30	2014-07-02	Basf Se	Polymères fonctionnalisés terminalement
KR101678722B1 (ko) *	2013-09-30	2016-11-23	주식회사 엘지화학	피페리딘 유도체 및 그를 포함하는 감광성 수지 조성물
US20170199306A1 (en) *	2016-01-13	2017-07-13	Xiaoxi Kevin Chen	Optically clear biocompatible and durable hydrophilic coating process for contact lenses
WO2021041227A1 (fr) *	2019-08-28	2021-03-04	Boston Scientific Scimed, Inc.	Initiateurs de polymérisation multifonctionnels à médiation par un nitroxyde et produits formés à partir de ceux-ci
CN117062872A (zh)	2021-03-26	2023-11-14	巴斯夫欧洲公司	作为分散剂的包含聚丙烯酸系嵌段共聚物和芳族基聚氧化烯的聚合物组合物

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US5627248A (en)	1995-09-26	1997-05-06	The Dow Chemical Company	Difunctional living free radical polymerization initiators
US6433100B1 (en)	1998-09-29	2002-08-13	Ciba Specialty Chemicals Corporation	Process for the preparation of polymers containing N-O terminal groups
AU1979600A (en) *	1998-12-21	2000-07-12	Ciba Specialty Chemicals Holding Inc.	Composition and process for controlled radical polymerization using multifunctional initiator/regulator compounds
FR2794459B1 (fr)	1999-05-19	2004-09-03	Atofina	Polyalcoxyamines issues de nitroxydes beta-substitues
CA2375806A1 (fr)	1999-07-02	2001-01-11	Ciba Specialty Chemicals Holding Inc.	Alcoxyamines mono et multifonctionnelles destinees a la fabrication de macromeres fonctionnalises

2002
- 2002-06-27 KR KR1020097001037A patent/KR20090010255A/ko not_active Abandoned
- 2002-06-27 EP EP02758282A patent/EP1417171B1/fr not_active Expired - Lifetime
- 2002-06-27 JP JP2003510639A patent/JP4988145B2/ja not_active Expired - Fee Related
- 2002-06-27 KR KR1020037016582A patent/KR100920465B1/ko not_active Expired - Fee Related
- 2002-06-27 DE DE60223689T patent/DE60223689T2/de not_active Expired - Lifetime
- 2002-06-27 MX MXPA03011833A patent/MXPA03011833A/es not_active Application Discontinuation
- 2002-06-27 US US10/482,546 patent/US6936670B2/en not_active Expired - Lifetime
- 2002-06-27 CA CA002450232A patent/CA2450232A1/fr not_active Abandoned
- 2002-06-27 WO PCT/EP2002/007131 patent/WO2003004471A1/fr not_active Ceased
- 2002-06-27 CN CNB028134567A patent/CN1255383C/zh not_active Expired - Lifetime

Also Published As

Publication number	Publication date
MXPA03011833A (es)	2004-03-26
US20040167303A1 (en)	2004-08-26
EP1417171B1 (fr)	2007-11-21
CN1255383C (zh)	2006-05-10
US6936670B2 (en)	2005-08-30
KR100920465B1 (ko)	2009-10-08
CN1522247A (zh)	2004-08-18
JP2005502622A (ja)	2005-01-27
WO2003004471A1 (fr)	2003-01-16
KR20040015743A (ko)	2004-02-19
EP1417171A1 (fr)	2004-05-12
KR20090010255A (ko)	2009-01-29
DE60223689T2 (de)	2008-10-30
DE60223689D1 (de)	2008-01-03
CA2450232A1 (fr)	2003-01-16

Publication	Publication Date	Title
JP4988145B2 (ja)	2012-08-01	ポリアルキルピペリジン類、ポリアルキルピペラジノン類及びポリアルキルモルフォリノン類に基づく多官能価のアルコキシアミン類、及び重合調節剤／開始剤としてのそれらの使用
JP5499477B2 (ja)	2014-05-21	ハイパーブランチポリマー及びその製造方法
US6566468B1 (en)	2003-05-20	Nitroxyl derivatives with glycidyl or alkylcarbonyl groups as initiators for radical polymerization
JP5268644B2 (ja)	2013-08-21	ハイパーブランチポリマー及びその製造方法
JPH11322714A (ja)	1999-11-24	１―アルコキシ―ポリアルキル―ピペリジン誘導体および重合調節剤としてのその使用
JP2004518773A (ja)	2004-06-24	リビングタイプのフリーラジカル重合制御剤、重合方法、これを用いたエマルジョン及びポリマー
JP2001510208A (ja)	2001-07-31	ニトロソ化合物又はニトロン化合物から誘導されたアルコキシアミン化合物を含む重合可能な組成物
KR20000023686A (ko)	2000-04-25	원자 전이 라디칼 중합을 이용한 신규 단독중합체 및 공중합체의 제조 방법
KR20010092697A (ko)	2001-10-26	2,2,6,6 디에틸-디메틸-1-알콕시-피페리딘 화합물 및이들을 포함하는 중합성 조성물
JP4593786B2 (ja)	2010-12-08	Ｎ→ｏ末端基を含むポリマーの製造方法
TWI246519B (en)	2006-01-01	Use of 2,2,6,6 tetraalkylpiperidine-N-oxyl radicals having long alkyl chains as polymerization regulators
CN107922344A (zh)	2018-04-17	通用的raft剂
JP2005502601A (ja)	2005-01-27	４−イミノ−ｎ−アルコキシまたはオキシポリアルキルピペリジン化合物および重合調節剤としてのそれらの使用
JP2003503474A (ja)	2003-01-28	官能化されたマクロマーの製造のための１および多官能価アルコキシアミン
JP4602671B2 (ja)	2010-12-22	制御された低温ラジカル重合のための開鎖アルコキシアミン及びそれらの相当するニトロキシド。
TW200932763A (en)	2009-08-01	Method for producing hyperbranced polymer
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